Medium sportive in South East
Find medium sportive in South East in 2026/2027 - filter by date, location or category, display on a map or use the advanced search to find your perfect race.
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- Sun 10 May
- £48.50-£53.50
RIDE Castle | Classic
The Kent countryside serves up a mixture of quiet villages and beautiful scenery as you ride along quiet lanes. Earn your medal conquering the challenging Classic route!
- 73 miles road cycling + 3983 ft ascent
- Sun 31 May
- £30-£37.50
Hook Norton Brewery Sportive
A fantastic social and relaxed cycle through Oxfordshire countryside from one of the best breweries in the Cotswolds, taking you along the most scenic routes - to finish with a refreshing beer.
- Sportive 2
- Sun 21 Jun
- £25-£45
Bike Oxford | Medium | 45 Miles
Ride out from historic Oxford into beautiful countryside, tackle rolling routes and classic climbs, and finish feeling stronger after a supportive, scenic day on the bike.
- 45 miles road cycling + 2054 ft ascent
- Sun 5 Jul
- £42.50-£53.50
RIDE Wessex Downs | Classic
An early season ride in the heart of Berkshire featuring some of the very best of the North Wessex Downs AONB. Earn your medal conquering the challenging Classic route!
- 72 miles road cycling + 3692 ft ascent
- Sat 18 Jul
- £37.50
Vale Brewery Sportive | Full Pint
A fantastic cycle 90km through Buckinghamshire from one of the best breweries in the county, along the most scenic routes, to finish with a complimentary beer from the taproom.
- 56 miles road cycling + 632 m ascent
- Sun 19 Jul
- £25-£45
The Canterbury Bike Ride | Medium | 50 Miles
Cycle out from historic Canterbury into the Kent countryside, enjoy rolling lanes and coastal views, and finish proud after a friendly, fully supported day in the saddle.
- 50 miles road cycling
- Sun 26 Jul
- £37.50
Chiltern Valley Winery & Brewery Sportive | Full Pint
Take a social and adventurous 89km ride from a majestic location hidden away on a tiny rural lane in the heart of the valley, with a freshly pulled pint as your reward. Cyclists' bliss.
- 55 miles road cycling + 1365 m ascent
- Sun 9 Aug
- £37.50
Renegade Brewery Sportive | Full Pint
Cycle through the Berkshire countryside for 95km from one of the best breweries in the UK, taking you along the most scenic routes to finish with a refreshing, complimentary beer.
- 60 miles road cycling + 1127 m ascent